Catalytic Transfer Hydrogenation of Glucose to Sorbitol with Raney Ni Catalysts Using Biomass-Derived Diols as Hydrogen Donors

被引:35
作者
Garcia, Beatriz [1 ]
Orozco-Saumell, Ana [2 ]
Lopez Granados, Manuel [2 ]
Moreno, Jovita [1 ]
Iglesias, Jose [1 ]
机构
[1] Univ Rey Juan Carlos, Chem & Environm Engn Grp, Madrid 28933, Spain
[2] CSIC, Inst Catalysis & Petrochem, Energy & Sustainable Chem EQS Grp, Madrid 28049, Spain
关键词
Raney nickel; catalytic hydrogen transfer; sacrificial diols; biomass; bioproducts; glucose; sorbitol; HYDROLYTIC HYDROGENATION; TRANSFER REDUCTION; SUGAR ALCOHOLS; FORMIC-ACID; NICKEL; PHASE; 1,4-BUTANEDIOL; CONVERSION; CU; 2-PROPANOL;
D O I
10.1021/acssuschemeng.1c04957
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The catalytic transfer hydrogenation (CTH) of glucose to sorbitol has been studied using a wide collection of different biomass-derived alcohols and diols as hydrogen donors. Catalytic activity results reflect the feasibility to conduct this transformation in the presence of conventional, commercially available Raney Ni-type sponges as catalysts. Sacrificial diols displayed a superior performance as hydrogen donors as compared to short-chain alcohols, including secondary alcohols. Among them, terminal diols such as 1,4-butanediol and 1,5-pentanediol were revealed as excellent hydrogen donors, providing a high selectivity in the conversion of glucose into sorbitol. As for the catalysts, molybdenum promotion provided a very high catalytic activity to sponge nickel catalysts, even under mild temperature conditions. The transformation was also studied in a fixed-bed reactor under continuous-flow operation conditions. Results demonstrate that the catalysts are highly stable and able to operate for at least 550 h on stream with a high selectivity in the CTH of glucose to sorbitol.
引用
收藏
页码:14857 / 14867
页数:11
相关论文
共 54 条
  • [1] Efficient transfer hydrogenation of carbonate salts from glycerol using water-soluble iridium N-heterocyclic carbene catalysts
    Ainembabazi, Diana
    Wang, Kai
    Finn, Matthew
    Ridenour, James
    Voutchkova-Kostal, Adelina
    [J]. GREEN CHEMISTRY, 2020, 22 (18) : 6093 - 6104
  • [2] Xylitol: A review on the progress and challenges of its production by chemical route
    Arcano, Yaime Delgado
    Valmana Garcia, Oscar Daniel
    Mandelli, Dalmo
    Carvalho, Wagner Alves
    Magalhaes Pontes, Luiz Antonio
    [J]. CATALYSIS TODAY, 2020, 344 : 2 - 14
  • [3] Hydrogen Transfer Reactions of Carbonyls, Alkynes, and Alkenes with Noble Metals in the Presence of Alcohols/Ethers and Amines as Hydrogen Donors
    Barath, Eszter
    [J]. CATALYSTS, 2018, 8 (12):
  • [4] Scientific Opinion on the risks to public health related to the presence of nickel in food and drinking water
    Benford, Diane
    Ceccatelli, Sandra
    Cottrill, Bruce
    DiNovi, Michael
    Dogliotti, Eugenia
    Edler, Lutz
    Farmer, Peter
    Fuerst, Peter
    Hoogenboom, Laurentius
    Knutsen, Helle Katrine
    Lundebye, Anne-Katrine
    Metzler, Manfred
    Mutti, Antonio
    Nebbia, Carlo Stefano
    O'Keeffe, Michael
    Petersen, Annette
    Rietjens, Ivonne
    Schrenk, Dieter
    Silano, Vittorio
    van Loveren, Hendrik
    Vleminckx, Christiane
    Wester, Pieter
    [J]. EFSA JOURNAL, 2015, 13 (02)
  • [5] Simultaneous dehydrogenation of 1,4-butanediol to γ-butyrolactone and hydrogenation of benzaldehyde to benzyl alcohol mediated over competent CeO2-Al2O3 supported Cu as catalyst
    Bhanushali, Jayesh T.
    Prasad, Divya
    Patil, Komal N.
    Reddy, K. Saidulu
    Rao, Kamaraju Seetha Rama
    Jadhav, Arvind H.
    Nagaraja, Bhari Mallanna
    [J]. INTERNATIONAL JOURNAL OF HYDROGEN ENERGY, 2020, 45 (23) : 12874 - 12888
  • [6] The adsorption of alcohols on strained Pt3Ni(111) substrates: a density functional investigation within the D3 van der Waals correction
    Costa-Amaral, Rafael
    Da Silva, Juarez L. F.
    [J]. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2018, 20 (37) : 24210 - 24221
  • [7] Isosorbide: Recent advances in catalytic production
    Delbecq, Frederic
    Khodadadi, Mohamad Reza
    Rodriguez Padron, Daily
    Varma, Rajender
    Len, Christophe
    [J]. MOLECULAR CATALYSIS, 2020, 482
  • [8] Catalytic Isomerization of Biomass-Derived Aldoses: A Review
    Delidovich, Irina
    Palkovits, Regina
    [J]. CHEMSUSCHEM, 2016, 9 (06) : 547 - 561
  • [9] European Medicines Agency-Committee for Human Medicinal Products, 2019, GUID EL IMP
  • [10] Transformation of Glucose into Sorbitol on Raney Nickel Catalysts in the Absence of Molecular Hydrogen: Sugar Disproportionation vs Catalytic Hydrogen Transfer
    Garcia, B.
    Moreno, J.
    Iglesias, J.
    Melero, J. A.
    Morales, G.
    [J]. TOPICS IN CATALYSIS, 2019, 62 (5-6) : 570 - 578